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1,5-二取代-4-镁基-1,2,3-三唑的直接合成:再探讨

Direct synthesis of 1,5-disubstituted-4-magnesio-1,2,3-triazoles, revisited.

作者信息

Krasiński Antoni, Fokin Valery V, Sharpless K Barry

机构信息

Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 N. Torrey Pines Road, La Jolla, CA 92037, USA.

出版信息

Org Lett. 2004 Apr 15;6(8):1237-40. doi: 10.1021/ol0499203.

Abstract

After revisiting earlier works reporting the regioselective synthesis of 1,5-disubstituted-1,2,3-triazoles via the addition of bromomagnesium acetylides to azides, much improved yields of the products were obtained for a wide array of azides and alkynes. The intermediates of that reaction can be trapped with different electrophiles to regioselectively form 1,4,5-trisubstituted 1,2,3-triazoles. [reaction: see text]

摘要

在重新审视了早期报道通过将溴化镁乙炔化物加成到叠氮化物上进行1,5-二取代-1,2,3-三唑区域选择性合成的工作后,对于多种叠氮化物和炔烃,产物的产率有了显著提高。该反应的中间体可以用不同的亲电试剂捕获,以区域选择性地形成1,4,5-三取代的1,2,3-三唑。[反应:见正文]

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